Designing Tetrahydroimidazo[1,2-a]pyridine Derivatives via Catalyst-free Aza-Diels−Alder Reaction (ADAR) and Their Insecticidal Evaluation

Journal of Agricultural and Food Chemistry
2010.0

Abstract

A series of tetrahydroimidazo[1,2-a]pyridine derivatives were synthesized by the reaction of 2-vinyl-4,5-dihydroimidazole derivatives with substituted benzylidenemalononitrile via a catalyst-free aza-Diels-Alder reaction. Insecticidal activities of target compounds were tested against pea aphids ( Aphis craccivora ), which showed that activities were strongly influenced by the substituents and their positions. Especially, the introduction of a fluoro group at the 2- position increased activities.

Knowledge Graph

Similar Paper

Designing Tetrahydroimidazo[1,2-a]pyridine Derivatives via Catalyst-free Aza-Diels−Alder Reaction (ADAR) and Their Insecticidal Evaluation
Journal of Agricultural and Food Chemistry 2010.0
Synthesis, Crystal Structure, and Insecticidal Activities of Highly Congested Hexahydroimidazo[1,2-a]pyridine Derivatives: Effect of Conformation on Activities
Journal of Agricultural and Food Chemistry 2010.0
Synthesis and Insecticidal Evaluation of N-tert-Butyl-N′-thio[1-(6-chloro-3-pyridylmethyl)-2-nitroiminoimidazolidine]-N,N′-diacylhydrazines
Journal of Agricultural and Food Chemistry 2010.0
cis-Nitromethylene neonicotinoids as new nicotinic family: Synthesis, structural diversity, and insecticidal evaluation of hexahydroimidazo[1,2-α]pyridine
Bioorganic & Medicinal Chemistry Letters 2008.0
N′-Nitro-2-hydrocarbylidenehydrazinecarboximidamides: Design, Synthesis, Crystal Structure, Insecticidal Activity, and Structure–Activity Relationships
Journal of Agricultural and Food Chemistry 2012.0
Synthesis of insecticidal fluorinated anthranilic diamides
Bioorganic & Medicinal Chemistry 2008.0
Design, Synthesis, and Insecticidal Activities of Novel Analogues of Neonicotinoids: Replacement of Nitromethylene with Nitroconjugated System
Journal of Agricultural and Food Chemistry 2009.0
Synthesis and Bioactivity Study of 2-Acylamino-Substituted N′-Benzylbenzohydrazide Derivatives
Journal of Agricultural and Food Chemistry 2012.0
Synthesis and insecticidal activity of 1,2,4-oxadiazole and 1,2,4-thiadiazole derivatives
Journal of Pesticide Science 2011.0
Divalent and Oxabridged Neonicotinoids Constructed by Dialdehydes and Nitromethylene Analogues of Imidacloprid: Design, Synthesis, Crystal Structure, and Insecticidal Activities
Journal of Agricultural and Food Chemistry 2010.0